Monosubstitution versus disubstitution in the SRN1 reaction of dihalobenzenes with sulfanions. The role of the monosubstitution product and of its anion radical

…, R Beugelmans, M Bois-Choussy…

文献索引：Amatore, C.; Beugelmans, R.; Bois-Choussy, M.; Combellas, C.; Thiebault, A. Journal of Organic Chemistry, 1989 , vol. 54, # 24 p. 5688 - 5695

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被引用次数: 15

摘要

The competition between mono-and disubstitution of dihalobenzenes by a series of aromatic sulfanions, via the SRNl reaction, is shown to involve two radical chains. The first one, recognized in the earliest works, involves one branching point at the level of the monosubstituted product anion radical. Reoxidation of the latter via electron transfer to the parent dihalide affords the monosubstituted product. Conversely, the route to the ...